Palencia Andrés, Liu Ru-Juan, Lukarska Maria, Gut Jiri, Bougdour Alexandre, Touquet Bastien, Wang En-Duo, Li Xianfeng, Alley M R K, Freund Yvonne R, Rosenthal Philip J, Hakimi Mohamed-Ali, Cusack Stephen
European Molecular Biology Laboratory, Grenoble Outstation, Grenoble, France, and University Grenoble Alpes-CNRS-EMBL International Unit (UMI 3265) for Virus Host-Cell Interactions, UMI 3265, Grenoble, France Institute for Advanced Biosciences, Team Host-Pathogen Interactions & Immunity to Infection, INSERM U1209, CNRS UMR5309, Université Grenoble Alpes, Grenoble, France
Institute of Biochemistry and Cell Biology, Chinese Academy of Sciences, Shanghai, People's Republic of China.
Antimicrob Agents Chemother. 2016 Sep 23;60(10):5817-27. doi: 10.1128/AAC.00873-16. Print 2016 Oct.
The apicomplexan parasites Cryptosporidium and Toxoplasma are serious threats to human health. Cryptosporidiosis is a severe diarrheal disease in malnourished children and immunocompromised individuals, with the only FDA-approved drug treatment currently being nitazoxanide. The existing therapies for toxoplasmosis, an important pathology in immunocompromised individuals and pregnant women, also have serious limitations. With the aim of developing alternative therapeutic options to address these health problems, we tested a number of benzoxaboroles, boron-containing compounds shown to be active against various infectious agents, for inhibition of the growth of Cryptosporidium parasites in mammalian cells. A 3-aminomethyl benzoxaborole, AN6426, with activity in the micromolar range and with activity comparable to that of nitazoxanide, was identified and further characterized using biophysical measurements of affinity and crystal structures of complexes with the editing domain of Cryptosporidium leucyl-tRNA synthetase (LeuRS). The same compound was shown to be active against Toxoplasma parasites, with the activity being enhanced in the presence of norvaline, an amino acid that can be mischarged by LeuRS. Our observations are consistent with AN6426 inhibiting protein synthesis in both Cryptosporidium and Toxoplasma by forming a covalent adduct with tRNA(Leu) in the LeuRS editing active site and suggest that further exploitation of the benzoxaborole scaffold is a valid strategy to develop novel, much needed antiparasitic agents.
顶复门寄生虫隐孢子虫和弓形虫对人类健康构成严重威胁。隐孢子虫病是营养不良儿童和免疫功能低下个体的一种严重腹泻疾病,目前美国食品药品监督管理局(FDA)批准的唯一药物治疗是硝唑尼特。弓形虫病是免疫功能低下个体和孕妇的一种重要病理疾病,其现有治疗方法也存在严重局限性。为了开发替代治疗方案以解决这些健康问题,我们测试了多种苯并硼唑,这些含硼化合物已显示对多种感染因子有活性,以抑制隐孢子虫在哺乳动物细胞中的生长。我们鉴定出一种3 - 氨基甲基苯并硼唑AN6426,其活性在微摩尔范围内,且活性与硝唑尼特相当,并使用与隐孢子虫亮氨酰 - tRNA合成酶(LeuRS)编辑结构域复合物的亲和力生物物理测量和晶体结构对其进行了进一步表征。结果表明,该化合物对弓形虫寄生虫也有活性,在正缬氨酸(一种可被LeuRS误载的氨基酸)存在的情况下活性增强。我们的观察结果与AN6426通过在LeuRS编辑活性位点与tRNA(Leu)形成共价加合物来抑制隐孢子虫和弓形虫中的蛋白质合成一致,这表明进一步开发苯并硼唑支架是开发新型急需抗寄生虫药物的有效策略。